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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 609770Generated: October 30, 2026

Toluene → HCID 9870921, compound

https://huagongshe.com/reaction/609770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium MethoxideHCID 10942334—
Reactant1-[3-(1H-Imidazol-1-yl)propyl]-1H-indol-5-amineHCID 19600393—
ReactantHCID 19600418HCID 19600418—
SolventMethanolHCID 887—
ProductHCID 9870921HCID 987092184.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 27.9 g of ethyl 1-benzyl-6-chlorobenzimidazol-2-carboxylate, 17.8 g of 1-[3-(imidazol-1-yl)propyl]-5-aminoindole, 8 g of sodium methylate and 600 ml of toluene was stirred at 100° C. for 1.5 hours. The reaction mixture was cooled to room temperature, the crystals being separated were collected by filtration and washed with toluene. Thus obtained crystals were dissolved in 500 ml of chloroform, then 100 ml of water was added and the mixture was filtrated with Celite. The chloroform layer was taken by separation, after washed with water, the chloroform portion layer was dried with anhydrous magnesium sulfate, and the solvent was removed by distillation to obtain brown oily product. This oily product was dissolved in methanol, further added n-hexane and the crystals being separated were collected by filtration, recrystallized from methanol and dried. There was obtained 31.8 g of 1-benzyl-6-chloro-2-{1-[3-(imidazol-1-yl)propyl]indol-5-ylamino-carbonyl}benzimidazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998437
Source datasetuspto-grants-1999_12
ORD IDord-de94bc4868ba4d15b23d3809bbef9b28
Source noteuspto-grants-1999_12